Diastereoselective enzymatic preparation of acetylated pentofuranosides carrying free 5-hydroxyl groups

Methyl 3-O-acetyl-2-deoxy-α-d-ribofuranoside, 1,3-di-O-acetyl-2-deoxy-α-d-ribofuranose and 1,2,3-tri-O-acetyl-α-d-arabinofuranose were diastereoselectively prepared (de = 100%) from anomeric mixtures of the corresponding 5-acetylated compounds through Candida antarctica B lipase (CAL B)-catalysed al...

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Bibliographic Details
Language:unknown
Published: 2009
Subjects:
1,2,3 tri o acetyl alpha dextro arabinofuranose
1,3 di o acetyl 2 deoxy alpha dextro ribofuranose
carbohydrate derivative
hydroxyl group
lipase B
methyl 3 o acetyl 2 deoxy alpha dextro ribofuranoside
unclassified drug
acetylation
alcoholysis
article
Candida antarctica
diastereoisomer
enzyme mechanism
nonhuman
priority journal
quantum yield
reaction analysis
stereochemistry
Antarc*
Antarctica
Online Access:https://bibliotecadigital.exactas.uba.ar/collection/paper/document/paper_09574166_v20_n15_p1813_Gudino
https://hdl.handle.net/20.500.12110/paper_09574166_v20_n15_p1813_Gudino
Description
Summary:Methyl 3-O-acetyl-2-deoxy-α-d-ribofuranoside, 1,3-di-O-acetyl-2-deoxy-α-d-ribofuranose and 1,2,3-tri-O-acetyl-α-d-arabinofuranose were diastereoselectively prepared (de = 100%) from anomeric mixtures of the corresponding 5-acetylated compounds through Candida antarctica B lipase (CAL B)-catalysed alcoholysis. © 2009 Elsevier Ltd. All rights reserved.

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